2,3,4-Tri-o-benzoyl-l-rhamnono-1,5-lactone → Wrypvzdhvrcrog-xjksgupxsa-

HRID 552778Notes

Reaction equation

HRID 552778 reaction equation
[C:1]([O:9][C@@H:10]1[C@H:16](OC(=O)C2C=CC=CC=2)[C@@H:15]([O:26][C:27](=[O:34])[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C@H:14]([CH3:35])[O:13][C:11]1=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CCN(CC)CC.C(Cl)(Cl)Cl>[C:1]([O:9][C:10]1[C:11]([O:13][C@@H:14]([CH3:35])[C@H:15]([O:26][C:27](=[O:34])[C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:16]=1)=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 112368422,3,4-Tri-o-benzoyl-l-rhamnono-1,5-lactone

Product 1

HCID 11221893Wrypvzdhvrcrog-xjksgupxsa-Yield 65%

Reagents, catalysts & solvents 1

HCID 18929042Triethylamine chloroformSolvent

Procedure

The compound (VII) (13.2 g, 27.8 mmol) is dissolved in Et3N:CHCl3 (1:4, 500 ml) under N2 current and stirred for 16 hours at a room temperature. After the reaction is finished, it is washed by water. An organic layer is dried using anhydrous MgSO4. The solution is vacuum concentrated and then the compound (VIII) (6.37 g, 65%) is isolated using flash column chromatography (toluene/EtOAc, 10:1, v/v).

Workup

  1. washit is washed by water
  2. customAn organic layer is dried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-783d157677b94e8e8c941b17c8656409
Source dataset
uspto-grants-2011_05
Patent number
US07951839B2

Reaction notes

Loading…